MXPA06004452A - Floor coating composition and floor coating composition additive - Google Patents

Floor coating composition and floor coating composition additive

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Publication number
MXPA06004452A
MXPA06004452A MXPA/A/2006/004452A MXPA06004452A MXPA06004452A MX PA06004452 A MXPA06004452 A MX PA06004452A MX PA06004452 A MXPA06004452 A MX PA06004452A MX PA06004452 A MXPA06004452 A MX PA06004452A
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MX
Mexico
Prior art keywords
monoester
acid
composition
diester
coating composition
Prior art date
Application number
MXPA/A/2006/004452A
Other languages
Spanish (es)
Inventor
Arai Zenichi
Iizuka Jun
Ogata Tomoaki
Ueda Shigeo
Original Assignee
Rohm & Haas Co
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Publication date
Application filed by Rohm & Haas Co filed Critical Rohm & Haas Co
Publication of MXPA06004452A publication Critical patent/MXPA06004452A/en

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Abstract

To provide a floor coating composition and floor coating composition additive. It is possible to improve the leveling performance, mopping performance, and other properties of a floor coating composition over those obtained with a conventional tributoxyethyl phosphate leveling agent by adding to a floor coating composition 1) a (C7-C10) aliphatic monocarboxylic acid monoester of a diol, or 2) a (C7-C10) aliphatic monocarboxylic acid monoester or diester of a triol.

Description

COMPOSITION OF FLOOR COATING AND YADITIVE THIS COMPOSITION OF FLOOR COVERING FIELD OF THE INVENTION The present invention relates to a coating composition for floors and to an additive for this coating composition for floors.
BACKGROUND Tributoxyethyl phosphate is used as a plasticizer and leveling agent in conventional compositions for floor covering. However, tributoxyethyl phosphate contains phosphorus, therefore, it is environmentally undesirable, because when the tributoxyethyl phosphate is mixed with a fluorine coating composition, the waste water contains phosphorus. Likewise, organic phosphorus compounds, particularly those materials that are used as pesticides, are neurotoxic substances and today's society does not favor the use of organic phosphorus compounds. Accordingly, there is a demand for plasticizers that are free of phosphorus and leveling agents, as substituents for tributoxyethyl phosphate. A polyalkoxylate of a linear aliphatic alcohol is cited in JP (Kokai) 59-206476 as a substitute for tributoxyethyl phosphate, as a leveling agent for a coating composition for floors. The use of adipic acid esters as leveling agents is cited in JP (Kokai) 6-80933. Coumarin and its derivatives are cited as leveling agents in 11-315255. Also, improvements in leveling performance by a combination of a plasticizer with a specific structure and a nonionic surfactant, of the polyoxyalkylene alkyl ether type, are cited in JP (Kokai (2004-107586) Reference Patent 1: JP ( Kokai) 59-206476 Patent Reference 2: JP (Kokai) 6.80933 Reference Patent 3: JP (Kokai) 11-315255 Reference Patent 1: JP (Kokai) 2004-107586.
EXPOSITION OF THE INVENTION However, when the inventors and others studied the conventional leveling agents, mentioned above, this effect was unsatisfactory in compassion with the effect of tributoxyethyl phosphate. Therefore, an object of the present invention is to provide a floor covering composition having, among its advantages, equal or improved leveling performance as a floor covering composition, which contains tributoxyethyl phosphate. Furthermore, an object of the present invention is to provide an additive of this floor covering composition, which is capable of imparting to said floor covering composition, advantages, including the performance of equal or better leveling, such as that imparted by tributoxyethyl phosphate. The present invention provides, as its first embodiment, a coating composition for floors, comprising: 1) a carboxylic acid monoester. aliphatic (C7-C10) of a diol, or 2) a monoester or aliphatic monocarboxylic diester (C7-C10) of a triol. The present invention provides, as a second embodiment, an additive of said coating composition for floors, comprising: (1) an aliphatic monocarboxylic monoester (C7-C10) of a diol, or 2) an aliphatic monocarboxylic monoester or diester (C7) -C10) of a triol. The present invention provides, as a third embodiment, a method for improving the leveling performance of a floor covering composition, comprising adding to this floor covering composition, 1) an aliphatic monocarboxylic monoester (C7-C10) of a diol, or 2) a monoester or aliphatic monocarboxylic diester (C7-C10) of a triol. The floor covering composition of the present invention has an advantage which is excellent in leveling performance, mop performance and other properties, as a result of containing 1) an aliphatic monocarboxylic monoester (C7-C10) of a diol, or 2) a monoester or aliphatic monocarboxylic diester (C7-C10) of a triol. In particular, it has the advantage that it is possible to improve the leveling performance, mop performance and other properties of a floor covering composition, using less than 1) an aliphatic monocarboxylic monoester (C7-C10) of a diol, or 2 ) a monoester or aliphatic monocarboxylic diester (C7-C10) of a triol, when compared to tributoxyethyl phosphate.
DETAILED DESCRIPTION The floor covering composition of the present invention comprises: 1) an aliphatic monocarboxylic monoester (C7-C10) of a diol, or 2) an aliphatic (C7-C10) monocarboxylic monoester or diester of a triol. The total amount of 1) an aliphatic monocarboxylic monoester (C7-C10) of a diol, or 2) a monoester or aliphatic monocarboxylic diester (C7-C10) of a triol, contained in the floor coating composition of the present invention, is from 0.005 to 50 parts by weight, preferably from 0.01 to 50 parts by weight, based on 100 parts by weight of polymer solids, in said floor covering composition. The aliphatic monocarboxylic monoester (C7-C10) of a diol of the present invention can be a mixture of multiple esters having different parts of the diol, which form the monoester in question and / or the aliphatic monocarboxylic acid components (C7-). C10) that form the monoester in question. Similarly, the monoester or aliphatic monocarboxylic diester (C7-C10) of a triol may be a mixture of multiple esters having different portions of triol, which form the monoester or diester in question and / or the portions of aliphatic monocarboxylic acid (C7-). C10), which form the monoester or diester in question. It is also possible to use simultaneously both 1) an aliphatic monocarboxylic monoester (C7-C10) of a diol, as well as 2) an aliphatic (C7-C10) monocarboxylic diester of a triol.
When a monoester or aliphatic monocarboxylic diester (C7-C10) of a triol is used, in the present invention, it is possible to use only one or both of the monoester or diester. Also, there are no special restrictions on the ratio of the monoester or diester, when both of them are used. The aliphatic monocarboxylic monoester (C7-C10) of a diol, and the aliphatic monocarboxylic monoester or diester (C7-C10) of a triol, used in the present invention, may be both compounds that are produced by a conventional method, as necessary, or they may be commercial products. Unless contrary to the object of the present invention. the coating composition for floors and the additive of this floor covering composition of the present invention may also contain by-products, which are produced by obtaining the aliphatic monocarboxylic monoester (C7-C10) of a diol, or the monoester or diester aliphatic monocarboxylic (C7-C10) of a triol. For example, there are times when a diester is formed, during the production of an acid monoester. aliphatic monocarboxylic (C7-C10) of a diol, and this diester may be contained in the composition of the present invention for coating floors. When a mixture of the aliphatic monocarboxylic diester (C7-C10) of a triol is used in the present invention, the amount of the monoester in this mixture should be 60 mol% or greater, preferably 80 mol% or greater, more preferably , 90% molar or greater. Ideally, the ester is 100 mol% of the monoester form, ie, the ester does not contain the diester. In addition, there are times when a triester is formed, when the monoester or diester of the aliphatic monocarboxylic acid (C7-C10) of a triol is produced and the floor covering composition of the present invention can contain this triester. When this monoester and / or diester of the aliphatic monocarboxylic acid (C7-C10) of a triol is used, in the present invention, as a mixture with the triester, the total amount of the monoester and diester in the mixture should be 60 mol% or greater, preferably 80 mol% or greater, more preferably 90 mol% or greater. Ideally, the total amount of the monoester and diester is 100 mole%, ie, there is no triester compound. When a by-product is produced simultaneously by obtaining the latter which is used in the present invention, the desired ester may also be used, in accordance with the present invention, by continuing with the removal or reduction of this by-product, as necessary.
There are no special restrictions on the diol or triol of the present invention, and conventional diols and triols can be used, as necessary. The diol preferably has a molecular weight of 5,000 or less, more preferably a molecular weight of 1000 or less. Specific examples of preferred diols are ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol and tripropylene glycol. The triol preferably has a molecular weight of 5,000 or less, more preferably 1,000 or less. Specific examples of preferred triols are glycerol and trimethylolpropane. There are no special restrictions on the aliphatic (C7-C10) monocarboxylic acid of the present invention, so long as it is an aliphatic monocarboxylic acid with 7 to 10 carbon atoms. It can have any structure, linear or branched. The aliphatic monocarboxylic acid is preferably an aliphatic (C8-C9) monocarboxylic acid, particularly a branched (C8-C9) aliphatic monocarboxylic acid. Ideally, the acid is isononanic acid (3,5,5-trimethylhexanic acid) or octyl acid (2-ethylhexanoic acid) The phrase "coating composition for floors" of the present invention refers to a composition, such as a floor polish composition or a floor sealant composition, also called floor care composition in the technical field The phrase "floor polish composition" refers to a composition for forming a film that can be separated of the floor by a separating agent or the like The phrase "floor sealing composition" essentially refers to a composition for the formation of a film that is difficult to separate from a floor, but can also be used to protect the floor, such as the floor polishing composition.The floor covering composition of the present invention preferably contains an aqueous suspension or dispersion of one or more polymers in em ulsion, insoluble in water, which have functional acid residues and contain an ion of a polyvalent metal or a complex entanglement agent, as needed. Examples of such emulsion polymers, insoluble in water, are described in USP A-3328325, A-33467610, A-3554790, A-3573329, A-3711436, A-3808036. A-4150005, A-4518330, A-5139745, A-5319018, A-5574090 and A-5676741. Ideally, the emulsion copolymer, insoluble in water, has a Tg of at least 10 ° C, particularly at least 40 ° C (The Tg was calculated using the Fox equation, 1 / Tg = WA / TgA + WB / TgB, where Tg is the glass transition temperature (° K.) TgA and TgB are the glass transition temperatures of homopolymers A and B, and WA and WB are the weight percentage of the components and B of the copolymer, respectively ( TG Fox, Bull, Am.Phys, Soc 1, 123 (1956).) Preferably, the water-insoluble polymer is produced from a monomer mixture comprising from 0 to 70% by weight, particularly from 10 to 50% by weight of at least one vinyl aromatic monomer, from 3 to 50% by weight, particularly from 20 to 20% by weight of at least one acid monomer and 97% by weight or less, particularly from 30 to 97% by weight, ideally 30 to 70% by weight of at least one monomer selected from (C1-C20) alkyl (meth) acrylates, preferably alkyl (meth) acrylates (C1) -C12) Preferably, the aromatic vinyl monomer is an alpha or beta-ethylenically unsaturated aromatic monomer, particularly one selected from the group consisting of styrene, vinyltoluene, 2-bromostyrene, o-bromostyrene, p-chlorostyrene, o-methoxystyrene , p-methoxystyrene, allylphenyl ether, allyloluyl ether and alpha-methylstyrene. Preferably, the acidic monomer is unsaturated alpha or beta-monoethylenic acid, particularly one selected from the group consisting of maleic acid, fumaric acid, aconitic acid, crotonic acid, citraconic acid, acryloxypropionic acid, acrylic acid, methacrylic acid and itaconic acid. Methacrylic acid is ideal. Examples of another monoethylenically unsaturated acid monomer that can be copolymerized, in order to form a film-forming polymer, miscible in water, are the partial esters or unsaturated aliphatic dicarboxylic acids and alkyl half-esters of these acids. Specific examples include the alkyl semi-esters of itaconic acid, fumaric acid or maleic acid, having alkyl groups, with one to six carbon atoms, such as methyl itaconate, butyl itaconate, ethyl fumarate, fumarate of butyl and methyl maleate. A monomer mixture contains 97% by weight or less of at least one monomer selected from the group consisting of methyl methacrylate, methyl acrylate, ethyl acrylate, ethyl methacrylate, n-butyl acrylate, butyl methacrylate, methacrylate. of isobutyl, 2-ethylhexylacrylate, n-octyl acrylate, secondary butyl acrylate, cyclopropyl methacrylate, acetacetoxyethyl acrylate, acetacetoxyethyl methacrylate, acetoacetoxypropyl acrylate, acetoacetoxypropyl methacrylate, acetoacetoxybutyl acrylate, acetoacetoxybutyl methacrylate, 2-acrylate 3-di (acetoacetoxy) propyl, 2,3-di (acetoacetoxy) propyl methacrylate and allyl acetoacetate. The monomer mixture can also contain from 0 to 40% by weight of at least one polar or partially polar hydrophilic monomer, which does not form ions, such as acrylonitrile, methacrylonitrile, cis- or trans-crotonitrile, alpha-cyanostyrene, alpha- chloroacrylonitrile, ethyl vinyl ether, cis- or trans-crotonitrile, alpha-cyanostyrene, alpha-chloroacrylonitrile, ethyl vinyl ether, vinyl acetate, isobornyl methacrylate, 2-hydroxyethyl methacrylate, 2-hydroxyethyl acrylate, methacrylate of 3-hydroxypropyl, butanediol acrylate, 3-chloro-hydroxypropyl acrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate and others (hydroxyalkyl methacrylates and 2-mercaptopropyl methacrylates, 2-sulfoethylene methacrylate, methyl- vinyl thioether, propyl vinyl thioether, and other vinyl thiols The acid part of the ester of the monomer mixture can also contain from 0 to 10% by weight of at least one monomeric vinyl ester, selected from the group consisting of consis of aromatic and aliphatic acids (C1-C18). Examples of these acids are formic acid, acetic acid, propionic acid and n-butyric acid, n-valeric acid, palmitic acid, stearic acid, phenylacetic acid, benzoic acid, chloroacetic acid, dichloroacetic acid, gamma-chlorobutyric acid, chlorobenzoic acid , acid, 5-dimethylbenzoic acid, o-toluic acid, 2,4,5-trimethoxybenzoic acid, cyclobutane carboxylic acid, cyclohexanecarboxylic acid, 1- (p-methoxyphenyl) cyclohexanecarboxylic acid, 1- (p-toluyl) -1- acid cyclopentanecarboxylic acid, hexanoic acid, myristic acid and p-toluic acid. The hydroxyvinyl portion of the monomer can be selected from hydroxy-ethylene, 3-hydroxypene-1-ene, 3, 4-dihydroxybuta-1-ene, 4-hydroxypenta-1-ene, and other hydroxyvinyl compounds. Such derivatives can not really be prepared from a precursor compound, such as acetic acid and hydroxyethylene and will be understood to be purely a formality, as in the case of vinyl acetate monomer, which is considered to be derived from acetic acid and hydroxyethylene . The water-insoluble polymer dispersible in water is prepared by a conventional method. The actual emulsion polymerization is described in detail in D.C. Blackley, Emulsion Polymerization (Wiley, 1975), A latex polymer is formed using an internally plasticized polymer emulsion. The preparation of an internally plasticized polymer emulsion is described in detail in USP A-4150005, and the preparation of a non-internally plasticized coating emulsion polymer for flooring is described in USP A-3573239, USP A-3328325, USP- A-3554790 and USP A-3467610. The conventional emulsion polymerization technology can be used in preparing the polymer latex. That is, the monomer is emulsified by an anionic or nonionic dispersant. It is preferred that the amount of the dispersant used is from about 0.5% to 10% of the total weight of the monomer. The acidic monomer is soluble in water and acts as a dispersant that facilitates emulsification of the other monomers that are used. A free radical type polymerization initiator, such as ammonium or potassium persulfate, can be used alone or can be used together with a promoter, such as potassium metabisulfite or sodium thiosulfate. The initiator and promoter are generally referred to as catalysts, and each can be used in a ratio of 0.1 to 2%, based on the weight of the other monomers to be copolymerized. The polymerization temperature is generally, for example, room temperature up to 90 ° C or higher. Examples of emulsifiers which are used for the emulsion polymerization are the alkali metal and ammonium salts of alkyl, aryl, alkaryl and aralkyl sulphonates, and polyether sulfate, such as sodium vinyl sulfonate and sodium methylsulfonate.; the corresponding phosphates and phosphonates, such as phosphoethyl methacrylate and alkoxylated fatty acids, ethers, alcohols, amines, amides- and alkylphenols. There are cases in which a chain transfer agent, such as mercaptan, polymercaptan or a polyhalogen compound, must be contained in the mixture to be polymerized, in order to control the molecular weight. The floor coating composition preferably contains a water-insoluble polymer, as defined by any embodiment, mentioned above, at least one polyvalent metal ion or a complex crosslinking agent, in an amount that is equivalent to 0 to 100% the acidic residues in the polymer, and at least one basic hydroxyl group or one to that of an alkali metal, as cited in USP A-45173330, as necessary. The polyvalent metal is preferably a transition metal. The floor covering composition is preferably one in which the amount of the transition metal ion or complex crosslinking agent is equivalent to 25 to 80% of the acid residues in the polymer and / or the ratio of the transition metal to the alkali metal is 1.0: 0.25 to 1.0: 3.0, A composition is particularly preferred where the amount of the transition metal is equivalent to 30 to 70% of the acid residues in the polymer, and / or the molar elation of the transition metal to the alkali metal is of 1.0. 0.5 to 1.0: 1.5. An ion of a conventional polyvalent alkali metal, or a complex crosslinking agent, can be used in the present invention. They are described in, for example, USP A-3328325, USP A-3467610, USP A-3554790, USP A-3573329, USP A-3711436, USP A-3808036, USP A-4150005, USP A-4517330, USP A -5149745 and UDP A-5319018. Preferred polyvalent metal complexes are the diammonium-zinc (II) ions, and tetraammonium-zinc (II), cademium glycinate, nickel glycinate, zinc glycinate, zirconium glycinate, zinc valanate, copper beta-alanate, zinc beta-valanate, zinc valanate, and copper bis-dimethylaminoacetate.
The polyvalent metal ion or complex entanglement agent is freely soluble in aqueous solvents of the floor coating composition, particularly within a pH range of 6.5 to 10.5. However, when a coating composition, which contains these compounds, dries, a coating is formed which is essentially insoluble in water, but can be removed. The polyvalent metal complex can also be added as a solution to the film forming polymer latex, insoluble in water. This can be achieved by dissolving the metal complex in an alkaline solution, such as diluted ammonia. This ammonia forms a complex with polyvalent metal compounds, therefore, when a compound, such as cadmium glycinate, is dissolved in aqueous ammonia, it is called cadmium ammonium glycinate. Other polyvalent metal complexes, in addition to those mentioned, are similarly named. In order to be acceptable, polyvalent metal complexes must be stable in alkaline solutions. However, an excessively stable complex is undesirable, due to the dissociation of the metal ions, during the film formation, by the floor covering composition, it will be retarded. The floor covering composition should have a minimum film-forming temperature (MET) of less than 100 ° C, preferably less than 80 ° C. The polyvalent metal ion and the complex entanglement agent can be added to the floor covering composition, during any stage of the composition 1). The monoester of aliphatic carboxylic acid (C7-C10) of a diol, or 2) a monoester or aliphatic monocarboxylic diester (C7-C10) of a triol., Can be added to the floor covering composition, during any stage of composition . Similarly, the alkaline metal base al can be added the polyvalent metal ion and the complex entanglement agent, during any stage of the composition. Preferably, the floor coating composition of the present invention comprises the following primary components: a) 10 to 100 parts by weight of an insoluble polymer in which in terms of solids (this water-insoluble polymer may be pre-interlaced with a complex of a polyvalent metal and / or a basic metal or can be interlaced later); b = from 0 to 90 parts by weight of a wax emulsion in terms of solids; c) from 0 to 90 parts by weight of an alkali soluble resin (ASR) in terms of solids; d) a lubricating, emulsifying, dispersing or defoaming agent, ultraviolet brightener, film forming solvent and other additives, in an amount of 0.01 to 20 parts by weight per 100 parts by weight of the polymer solids, is formed at the temperature that it's used; f) 1) a monoester of aliphatic carboxylic acid (C7-C10) of a diol, or 2) a monoester or aliphatic monocarboxylic diester (C7-C10) of a triol, in an amount of 0.005 to 50 parts, preferably 0.01 to 20 parts, per 100 parts by weight of the polymer; and e) sufficient water to bring the total solids content of the composition from 0.5% to 45%, preferably from 5% to 30%. The total of a), b) and c) is 100 parts by weight in the aforementioned percentages. Also, component f) is not included in component d) in the aforementioned percentages. Unless otherwise specified, cases through the present specification, where the percentages mentioned above vary, include a "0" for certain components of certain composition, meaning that the component is an optional component, which may be added or can be omitted. When c) is present. The amount of c) is not greater than 100% by weight of a), preferably from 3 to 25% by weight of a). A satisfactory floor covering composition can be prepared without an ASR. Similarly, this ASR is not an essential component of a durable floor covering composition. The total cost of the composition is reduced and the performance of the leveling and brilliance are improved, depending on the characteristic properties of the composition of the floor covering vehicle and other materials d) and g) in the composition. Also, depending on the quality of the ASR and the final balance in the properties desired by the person of the floor covering composition, any ASR may be added in order to appropriately reduce the total cost of the composition, to improve the performance of the composition. leveling and gloss, and to increase the sensitivity of the floor composition to alkali separators, taking into consideration the characteristic properties of the vehicle composition of the floor covering and other additives d) and f). Lubricating agents, emulsifiers, dispersants, conventional defoamers, ultraviolet brighteners and film-forming solvents can be used in conventional amounts, according to the balance of properties desired by the person making the composition. This floor covering composition may also contain fragrances and agents that mask the necessary odor, dyes and coloring agents, bactericides and bacteriostatic agents and other additives. the floor covering composition may also contain leveling agents and plasticizers, in addition to 1) a monoester of aliphatic carboxylic acid (C7-C10) of a diol, and 2) a monoester or aliphatic monocarboxylic diester (C7-C10) of a triol. Another embodiment of the present invention is an additive of a floor coating composition, containing 1) a monoester of aliphatic carboxylic acid (C7-C10) of a diol, or 2) an aliphatic monocarboxylic monoester or diester (C7-C10) of a triol. The additive of the floor covering composition of the present invention can be added to this floor covering composition at any time and by any method. Also, the amount in which the additive of the floor covering composition is added to this composition should be such that the amount of the ester is within the range mentioned above. This additive of the floor covering composition of the invention must contain this ester, and may also contain a medium and other substances, as necessary. There is no special restriction in this medium, but one which is capable of stably supporting the ester is preferred. The 1) _ aliphatic (C7-C10) carboxylic acid monoester of a diol, or 2) an aliphatic (C7-C10) monocarboxylic monoester or diester of a triol can act as a leveling agent or a plasticizer in the coating composition for floors. Therefore, the present invention includes an embodiment of a leveling agent or a plasticizer, comprising 1) a monoester of aliphatic carboxylic acid (C7-C10) of a diol, or 2) an aliphatic monocarboxylic monoester or diester (C7-) C10) of a triol. Another embodiment of the present invention is a method for improving the leveling performance of a floor covering composition. which comprises adding to this floor covering composition a 1) a monoester of aliphatic carboxylic acid (C7-C10) of a diol, or 2) a monoester or aliphatic monocarboxylic diester (C7-C10) of a triol. This can be added at any time by any method to said floor covering composition. Also, the amount in which the ester is added to the floor covering composition should be sufficient to improve the leveling performance of said floor covering composition, ie, from 0.005 to 50 parts by weight, preferably 0.01 to 20 parts by weight, based on the weight of the polymer solids contained in the floor covering composition. The present invention will now be described in specific terms with working examples, but this invention is not limited to said working examples.
Work Examples Test 1. Improvement in the properties of the coating composition for floors by the use of the monoester form. Floor covering compositions consisting of a nonanatic monoester of diethylene glycol, as a leveling agent (Examples 1 to 5 of Work), a coating composition for floors containing the monoester of acrylic acid of ethylene glycol, as the leveling agent (Work Example 6) and a floor covering composition not containing a leveling agent (Comparative Example 1) were prepared and then their properties were compared The components and amounts in the floor coating compositions of Working Examples 1 through 6 and Comparative Example X, are shown in Table 1. The numbers of the columns in addition to the leveling agent (%) in Table 1, are the weight (g) of the component used. The method of preparation involved introduces a stirrer to a 200 ml glass beaker and added the components shown in Table 1, in the same order as shown in Table 1, under ag The agitation was continued for one hour, after all the components had been added, to complete the coating composition for floors. The leveling agent used in the Examples of Work 1 to 5 was a mixture of the isononanóic acid monoester of diethylene glycol and the diester of the isononanóic acid of diethylene glycol (DEG-C9 in Table 1) and the molar ratio of the monoester of isononanóic acid diethylene glycol and diester of the diethylene glycol isononanoic acid are shown in the row of "Leveling Agent (%) in Table 1. That is, the" 90/10"for Working Example 1 under" Leveling Agent (%) in Table 1 means that the molar ratio of the monomer of the isononanic acid of diethylene glycol and the diester of the isononanic acid of diethylene glycol is 90/10. Also, the leveling agent that was used in Work Example 6 was a mixture of octyl acid monoester of ethylene glycol and octyl diester of diethylene glycol (DEG-C8 in Table 1) and the ratio of the monoester / diester was 75/25.
TABLE 1 The following are the components of Table 1: Primal 1531B is an acrylic polymer emulsion, produced by Rohm and Haas Company; Lodyne S-100 is a fluoride surfactant, produced by Ciba Specialty; Duraplus 2 is an acrylic polymer emulsion produced by Rohm and Haas Company; E.4000 is a wax emulsion, produced by The Chemical Industry Co., Ltd. FS antifoam 013 is a defoaming agent produced by Dow Corning Corporation, DEG-C9 is a mixture of isononanoic acid monoester of diethylene glycol and diester of diethylene glycol isononanoic acid and DEG-C8 is a mixture of diethylene glycol octyl acid monoester and diethylene glycol octyl acid diester. The floor coating composition that was prepared was applied to a vinyl chloride floor slab of cm x 30 cm, so that the thickness of the wet film was 10 ml / m2, using Kimwipe S 200 industrial paper cleaners (1120 x 150 mm) as the application medium. Mopping performance was evaluated during the application. The surface of the film of the floor covering composition was allowed to dry for one week at room temperature. After drying, leveling performance, gloss, resistance to heel marking, (resistance to black heel marking, scratch resistance) water resistance were evaluated each once.
The evaluation methods used for each of the properties are described below. Mopping performance. Mopping performance is the ease of application of the floor covering composition to a floor slab manually, using a paper cleaner, evaluated based on the sense of resistance experienced by the person applying the composition. of the evaluation are as follows: Mopping performance was excellent in case of not detecting resistance at all when polishing was applied. the performance is good when virtually no resistance was detected when applying the polish, average when some resistance was detected when applying the polish. Leveling performance. The leveling performance was evaluated essentially in accordance with JIS K3052. That is, cross marks (x) were made as an indicator of leveling performance once polishing has been applied. The cross marks were checked macroscopically after drying the film, and the leveling performance was evaluated as follows. This leveling performance was excellent when cross marks are not visible, good when some cross marks can be seen, but no film projection, average when the cross marks were obvious and the projection of the paint film was observed . Brightness. This gloss was evaluated in accordance with JIS K3920 and ASTM D1355. That is, once the film has dried, (20-60 °), it was measured using a brightness meter (BTK Gardner (micro TRI)) and evaluated as follows. The brightness was excellent when the meter reading was 90 ° or higher. Good when the meter reading was less than 90 ° but is 80 ° or higher, average when the meter reading was less than 80 °, but is 70 ° or greater and poor when the meter reading was less than 70 ° . The resistance to heel marks (resistance to black heel marks, scratch resistance): This resistance to black heel marks was evaluated essentially in accordance with JIS K3920 and ASTM D3052. That is, a white homogeneous slab was used. The film was dried and the coated slab was loaded onto a heel mark tester and tested for a predetermined time. Then the relationship of the black heel marks (BHM) and scraping marks (Scuff) were checked maroscopically. The evaluation was excellent when there are no black heel marks or scraping marks at all; good when there are few black heel marks and scraping marks; average when there are black heel marks and scraping marks; and poor when there are many brands of black heels and scraping marks. Waterproof. Water resistance was evaluated essentially in accordance with JIS K3920 and AST D1793. That is, once the film has dried, 1 ml of water was dropped on the floor in droplets and left for one hour. The changes in the film after the water has been absorbed and the moisture has dried were evaluated macroscopically as follows: The water resistance was excellent when there were no changes in the film at all; good when there are virtually no changes in the movie; average when there are some changes in the movie; and poor when the film broke or turned white. Resistance to detergent. The detergent resistance was evaluated essentially in accordance with JIS K3920 and ASTM D3207. That is, a specific amount of a standard washing solution was emptied into a washing machine and the film was washed for a specific time. Then the film was macroscopically checked for any loss. The detergent resistance was excellent when no changes were observed in the film; good when there are virtually no changes in the movie; average when some loss of the film was observed and the substrate under the film could be seen; and poor when there is loss of the film and you can see the substrate below the film. Separation performance. The performance of the separation was evaluated essentially in accordance with JIS K3920 and ASTM D1792. That is, a specific amount of a standard separation agent was emptied into a washing machine, the coating was washed for a specific amount of time and the coating was macroscopically checked for signs that it has been separated. The separation performance was excellent when the coating was completely removed, good when a small amount of the coating remained; average when some of the coating remained; and poor if nothing of the coating has separated. Adhesion (tape adhesion): Adhesion was evaluated essentially in accordance with JIS A5536. That is, a predetermined adhesive tape was applied to the coating and the percentage of the coating that remained when the tape was peeled off at a right angle to the coating was measured. The adhesion was excellent when the percentage of the coating that remained was 80% or more, but less than 90%; average, when the percentage that remained was 60% or greater, but less than 80% and poor when the percentage that remained was less than 60%. Mopping performance. The leveling performance, gloss and resistance to heel marks of Working Examples 1 to 6 and Comparative Example 1 are shown in Table 2.
TABLE2 Mop performance, leveling performance, gloss, and resistance to the heel mark were all improved in Work Examples 1 to 6, which were floor covering compositions of the present invention, containing the monomer of nonannoic acid of diethylene glycol or the monoester of acrylic acid of diethylene glycol, when compared to Comparative Example 1, which was a coating composition for floors that does not contain these monoesters. Although not shown in Table 2, there is no difference between Working Examples 1 to 6 and Comparative Example 1, in terms of water resistance, detergent resistance, separation performance and adhesion. It is clear from the aforementioned results that the diethylene glycol monomer of diethylene glycol or the monoester of diethylene glycol acrylic acid can improve trapeze performance, leveling performance, brightness, and resistance to high heel marks. the coating composition for floors. Also, improvement of mop performance and leveling performance was seen with an increase in the proportion of the monoester form, ie, the monoester of diethylene glycol isononanic acid, in the ester mixture used as the leveling agent . It becomes clear that the monoester form of the diol in the ester mixture is useful in improving the properties of the coating composition for floors. Also, it is clear from Working Examples 2 and 33, which use the present invention, that it is advantageous even if the floor covering composition does not contain a fluoride surfactant. This fluoride surfactant makes the coating compatible with the substrate and is useful with the coating composition for floors. However, it is clear that when the leveling agent of the present invention is used, the compatibility can be maintained without using the fluoride surfactant. Test 2 - Comparison with Tributoxyethyl Phosphate. The properties of a coating composition for floors containing the nonanoic acid of diethylene glycol, as the leveling agent (Work Examples 1 and 2) were compared with those of a coating composition for floors containing tributoxyethyl phosphate as the agent of leveling (Comparative Example 2). The preparation of the coating composition for floors and evaluation of the properties were conducted as in Test 1. The results of Working Examples 1 and 2 were cited in Test 1. The composition and amounts contained in the coating composition of Floors is shown in Table 3, and the properties are shown in Table 4.
Table 3 The following are the components of Table 1: Primal 153IB is an acrylic polymer emulsion, produced by Rohm and Haas Company; Lodyne S-100 is a fluoride surfactant agent, produced by Ciba Specialty; Duraplus 2 is an acrylic polymer emulsion produced by Rohm and Haas Company; E.4000 is a wax emulsion, produced by The Chemical Industry Co., Ltd. FS antifoam 013 is a defoaming agent produced by Dow Corning Corporation, DEG-C9 is a mixture of isononanoic acid monoester of diethylene glycol and diester of diethylene glycol isononanic acid. Table 4 Although the total amount of the ester in Working Examples 1 and 2 was the same as in Comparative Example 2, the amount in the form of the isononanóic acid monoester of the ethylene glycol was less than the amount of the tributoxyethyl phosphate used in the Comparative Example 1. However, the mopping performance of both Working Examples 1 and 2 was higher than that of Comparative Example 2. Likewise, Working Examples 1 and 2 have the same effect as Comparative Example 2, in terms of the leveling performance, shine and resistance to the brand of the heel. Similarly, there was no difference between Work Examples 1 and 2 and Comparative Example 2, in terms of water resistance, detergent resistance, mop performance and adhesion. Therefore, it is clear that the isononanoic acid monoester of diethylene glycol can function in a floor coating composition as the leveling agent which is superior to the conventional tribotoxyl phosphate leveling agent.
Test 3. Comparison with Other Conventional Leveling Agents. The properties of the coating composition for floors of Working Example 1, which contained the monoester of the isononanoic acid of diethylene glycol as the leveling agent, were compared with the properties of each coating composition for floors of Comparative Example 3, the which contained an increased amount of Texanol. Comparative Example 4 contained as the leveling agent polyoxyethylene lauryl ether, which is a polyethoxylate of a linear alcohol. Comparative Example 6, which contained Coasol (Dow Chemical Company, mixture of diisobutyl esters of glutaric acid and adipic acid), and Comparative Example 6, which contains, as the leveling agent, isodecyl benzoate, which is a aromatic ester. The results in Work Example 1 are cited in Test 1, The components and amounts contained in the coating composition for floors are listed in Test 1. The components and amounts contained in the coating composition for floors are shown in FIG. Table 5, and the properties are shown in Table 6.
Table 5 The following are the components of Table 1: Primal 1531B is an acrylic polymer emulsion, produced by Rohm and Haas Company; Lodyne S-100 is a fluoride surfactant, produced by Ciba Specialty; Duraplus 2 is an acrylic polymer emulsion produced by Rohm and Haas Company; E.4000 is a wax emulsion, produced by The Chemical Industry Co., Ltd. FS antifoam 013 is a defoaming agent produced by Dow Corning Corporation, DEG-C9 is a mixture of isononanoic acid monoester of diethylene glycol and diester of diethylene glycol isononanic acid.
Table 6 Working Example 1 has excellent leveling and gloss performance, when compared to any of Comparative Examples 3 to 6. Likewise, there is no difference between Working Example 1 and Comparative Examples 3 to 6, in terms of the Water resistance, detergent resistance, separate performance and adhesion. Therefore, it is clear that the isononanoic acid monoester of diethylene glycol can function in a coating composition for floors, as a leveling agent, which is superior to several conventional leveling agents.
Test 4. Study of Various Shapes of Esters A coating composition was prepared in the Working Example 7 from the same composition and the same method as in Working Example 1, with the excon that 1.17 g of a mixture of esters of 82 mol% of the monoester of isononanóic acid of ethylene glycol and 18 mol% of the diester of the ethylene glycol isononanic acid (represented as EG-C9 in Table 7) was used as the leveling agent and the leveling performance was evaluated. A coating composition was prepared in Working Example 8, from the same composition and by the same method as in Working Example 1, with the excon that 1.17 g of a 75% molar ester mixture of the nonionic acid of propylene glycol and 25 mol% of the diester of the nonanoic acid of propylene glycol, represented as PG-C9 in Table 7). it was used as the leveling agent and the leveling performance was evaluated. A coating composition was prepared in Working Example 9, of the same composition and by the same method as in Working Example 1, with the excon that 1.17 g of a 92% molar ester mixture of the octyl monoester of the etiylene glycol and 8 mol% of the ethylene glycol octyl ether diester, (represented as PG-C8 in Table 7) was used as the leveling agent and the leveling performance was evaluated. A coating composition was prepared in Working Example 10, of the same composition and by the same method as in Working Example 1, with the excon that 1.17 g of a 83% molar ester mixture of the octyl monoester of etiylene glycol and 17 mol% of ethylene glycol octyl ether diester, (represented as PG-C8 in Table 7) was used as the leveling agent and the leveling performance was evaluated. A coating composition was prepared in Working Example 11, of the same composition and by the same method as in Working Example 1-, with the exception that 1.17 g of a 71% molar ester mixture of the monoester of the acid Ethylene glycol octyl ether and 29 mol% of the ethylene glycol octyl ether diester, (represented as PG-C8 in Table 7) was used as the leveling agent and the leveling performance was evaluated. Each composition and leveling performance of Working Examples 7 to 11 are shown in Table 7.
Table 7 Diethylene glycol- 3.64 3.64 3.64 3.64 3.64 monomethyl ether (g) Dipropylene glycol- 1.73 1.73 1.73 1.73 1.73 The following are the components of Table 1: Primal 1531B is an acrylic polymer emulsion, produced by Rohm and Haas Company; Lodyne S-100 is a fluoride surfactant, produced by Ciba Specialty; Duraplus 2 is an acrylic polymer emulsion produced by Rohm and Haas Company; E-4000 is a wax emulsion, produced by The Chemical Industry Co., Ltd. FS antifoam 013 is a defoaming agent produced by Dow Corning Corporation, D? G-C9 is a mixture of isononanoic acid monoester of diethylene glycol and the diester of the isononanoic acid of diethylene glycol. The leveling performance in Work Examples 7 to 10 was "good" and the leveling performance in the Work Example was "average to good". In contrast to this, the leveling performance was "poor to average" in Comparative Example 1, which was a floor covering composition that does not contain a leveling agent, as shown in the Test. This indicates that the leveling performance was improved by the esters used in Work Examples 7 to 11. Also, the leveling performance was "good" in Comparative Example 2, which used the conventional taxhoxyethyl phosphate leveling agent. , as shown in Test 2, but taking into consideration the amount of the monoester form used in Working Examples 7 to 11. It is clear that there is an advantage in that the same effect is performed with less leveling agent in the Work examples The leveling performance of Working Example 11 is somewhat lower than that of Comparative Example 2, but this seems to be because Working Example 11 used a small amount of monoester, which is believed to be the active ingredient in improving the performance of leveling Test 5 - Studies of Various Forms of Ester (2) JP-308 (Rohm and Haas Company, was used in place of Duraplus 2 as the emulsion of the acrylic polymer in Working Examples 12 to 16 and Comparative Examples 7 and 8. The method of preparation involves introducing a stirrer into a 200 ml glass beaker and adding the components of Table 8, in the same order as in Table 8, under stirring.This agitation is continued for one hour, after all the components had been added to prepare the floor covering composition The leveling properties of the composition were evaluated The composition and leveling properties of Examples 12 to 18, like Comparative Examples 7 and 8, are shown in Table 8. Work Example 12 used 1.80 g of an 82% mole ester mixture of the ethylene glycol isononanóic acid monoester and 18 mole% of the ethylene glycol nonanóic acid diester (shown below). as EG-C9 in Table 8). as the leveling agent. Work Example 13 used 1.80 g of a 75% molar ester mixture of the isononanóic acid monoester of propylene glycol and 25 molar% of the diester of the isononanoic acid of propylene glycol (represented as PG-C9 in Table 8) as the leveling agent. Working Example 14 used 1-80 g of a mixture of 72 molar esters of the isononanóic acid monoester of glycerol and 22 mole of the diester isononanoic acid of glycerol and 4 mole% of the isononanoic triester of glycerol (represented as GL- C9 in Table 8) as the leveling agent. Working Example 15 used 1.80 g of the mixture of esters in a 55% molar ratio of the isononanóic acid monoester of diethylene glycol, 17% molar of the diester of the isononanóic acid of diethylene glycol, 13% molar of the acid monoester isononanano of trimethylolpropane, 11 mol% of the isononanóic acid diester of trimethylolpropane and 2 mol% of the triester of isononanóic acid of trimetilopropane (DEG-C9 in Table 8). as a leveling agent. Working Example 16 used 1.80 of the ester mixture with a 71 mole% ratio of ethylene glycol octyl ether monoester and 29 mole% ethylene glycol octyl ether diester (EG-C8 in Table 8) as a leveling agent . Comparative Example 7 did not use leveling agent. Comparative Example 8 used 1.80 g of tributoxyethyl phosphate as the leveling agent.
Table 8 The components of Table 1: Primal 153IB is an acrylic polymer emulsion, produced by Rohm and Haas Company; Lodyne S-100 is a fluoride surfactant, produced by Ciba Specialty Chemicals; JP307 is an acrylic polymer emulsion made by Rohm and Haas Company; E.4000 is a wax emulsion, produced by Toho Chemical Industry Co., Ltd .; FS antifoam 013 is a defoaming agent produced by Dow Corning Corporation, EG-C9 is a mixture of isononanoic acid monoester of diethylene glycol and isononanoic acid diester of diethylene glycol; PG-C9 is a mixture of the monoester of isononanoic acid of propylene glycol and the diester of isononanoic acid of propylene glycol; GL-C9 is a mixture of the monoester of isononanóic acid of glycerol, the diester of isononanoic acid of glycerol and the triester of isononanoic acid of glycerol; EG-C9 / YMP-C9 is a mixture of the diethylene glycol monoanatomer of nonanóic acid, the isononanóic diester of diethylene glycol, the isononanoic acid monoester of trimethylolpropane, the isoniaenoic acid diester of trimethylolpropane and the acid triester isononanoic of trimethylolpropane, and EG-C8 is a mixture of the octyl ester of ethylene glycol and the octyl ester of ethylene glycol.
The leveling performance in the Examples of Work 12 to 15 was "good" and the leveling performance in Work Example 16 was "average to good". In contrast to this, the leveling performance was "poor to average" in Comparative Example 7, which is a floor covering composition that does not contain a leveling agent, as previously described. This shows that the esters that were used in working examples 12 to 16 improved the leveling performance, even if the solids content of the polymer were changed. Also, the leveling performance was "good" in Comparative Example 8, which used a tributoxyethyl phosphate leveling agent, but although the total amount of the ester was the same in Working Examples 12 to 15, when considered in At the end of the amount of the active ingredient, it was clear that there is an advantage in that the same effect was realized with a smaller amount of the leveling agent, also although the leveling performance of the working Example 16 was slightly lower than that of the Comparative Example 8 , this seems to be due to the fact that the amount of the active ingredient necessary to improve the leveling performance was small in the Working Example 16. Likewise, the performance of mopping, gloss and resistance to marks is clear from the results of the Example of Work 14 that the monoester of the C9 aliphatic monocarboxylic acid and the diester of a triol, participate in improving the leveling performance of the composition of cover for floors. It is also clear from the results of Working Example 15 that the simultaneous use of a monoester of the C9 aliphatic monocarboxylic acid of a diol and the monoester and diester of a C9 aliphatic monocarboxylic acid of a triol participate in improving the leveling performance of a coating composition for floors.

Claims (7)

1. A coating composition for floors, which comprises: i) a monoester of an aliphatic monocarboxylic acid (C7-C10) of a diol, or ii) a monoester or aliphatic monocarboxylic diester (C7-C10) of a triol.
2. The coating composition for floors, according to claim 1, wherein the aliphatic monocarboxylic acid is an aliphatic (C8-C9) monocarboxylic acid.
3. The coating composition for floors, according to claims 1 or 2, wherein the diol is selected from the group consisting of ethylene glycol, diethylene glycol and triethylene glycol, and the triol is selected from the group consisting of glycerol and trimethylol propane.
4. The floor coating composition according to any of claims 1 to 3, which contains from 0.005 to 50 parts by weight of i) a monoester of an aliphatic (C7-C10) monocarboxylic acid of a diol, or ii) a monoester or aliphatic monocarboxylic diester (C7-C10) of a triol, based on 100 parts by weight of the polymer solids of this floor covering composition.
5. An additive of a coating composition for floors, which comprises: i) a monoester of an aliphatic (C7-C10) monocarboxylic acid of a diol, or ii) an aliphatic (C7-C10) monoester or diester of a triol .
6. A leveling agent or plasticizer, comprising i) a monoester of an aliphatic (C7-C10) monocarboxylic acid of a diol, or ii) an aliphatic (C7-C10) monoester or diester of a triol.
7. A method for improving the leveling performance of a floor covering composition, this method comprises adding the floor covering composition: i) a monoester of an aliphatic monocarboxylic acid (C7-C10) of a diol, or ii) a monoester or aliphatic monocarboxylic diester (C7-C10) of a triol.
MXPA/A/2006/004452A 2005-04-25 2006-04-21 Floor coating composition and floor coating composition additive MXPA06004452A (en)

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